HCID 58635223, compound → HCID 58635224, compound

Participants

Reaction Steps

To a suspension of (2S,3S) (2-Ethoxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid benzyl ester (0.43 g, 1.54 mmol) in Ethyl acetate (50 mL) at room temperature was added 10 mol % Pd/C (˜0.05 g). The reaction flask was purged between H2 (1 atm) and vacuum three times before stirring under H2 (1 atm) at room temperature. After stirring at room temperature for 3 hrs, the reaction mixture was filtered through celite and then evaporated to dryness to give the title compound (0.21 g, 94%) as a clear oil. 1HNMR (CDCl3) δ 5.17 (d, J=1.2 Hz, 1H), 3.93-3.82 (dq, J=9.6, 7.2 Hz, 1H), 3.67-3.57 (dq, J=9.3, 6.9 Hz, 1H), 2.95-287 (dd, J=17.7, 6.9 Hz, 1H), 2.56-2.19 (dd, J=17.4, 2.7 Hz, 1H), 1.26-1.21 (t, J=7.2 Hz, 31H). MS(ES) for C6H11NO3 (MW=145.16): positive 146 ([M+]). Part C: (4S,5R)-4-Amino-5-ethoxy-dihydro-furan-2-one

Provenance & Evidence